In 1941, Carr was traded to the Toronto Maple Leafs for Red Heron, Nick Knott, Gus Marker and cash. It was with Toronto that he enjoyed his most success as a player. In 1942 he won his first Stanley Cup Championship, when his team, down three games to zero, won four straight against the Detroit Red Wings in the Stanley Cup Final, winning the championship. Carr played another four seasons with the Maple Leafs, winning a second Stanley Cup Championship in 1945. He ended his playing career after the 1946 season.

He was an NHL first team all star right winger in 1942-43 and 1943-44.

Following his retirement, Carr moved to Calgary and opened the Amylorne Motel. .